Prompt engineering is crucial for effective interaction with generative artificial intelligence systems, yet existing optimisation methods often operate over an unstructured and vast prompt space, leading to high computational costs and potential distortions of the original intent. We introduce Prompt Segmentation and Annotation Optimisation (PSAO), a structured prompt optimisation framework designed to improve prompt optimisation controllability and efficiency. PSAO decomposes a prompt into interpretable segments (e.g., sentences) and augments each with human-readable annotations (e.g., {not important}, {important}, {very important}). These annotations guide large language models (LLMs) in allocating focus and clarifying confusion during response generation. We formally define the segmentations and annotations and demonstrate that optimised segment-level annotations can lead to improved LLM responses, with the original prompt retained as a candidate in the optimisation space to prevent performance degradation. Empirical evaluations indicate that PSAO benefits from annotations in terms of improved reasoning accuracy and self-consistency. However, developing efficient methods for identifying optimal segmentations and annotations remains challenging and is reserved for future investigation. This work is intended as a proof of concept, demonstrating the feasibility and potential of segment-level annotation optimisation.
Prompt optimization has often been framed as a discrete search problem to find high-performing and robust instructions for a large language model (LLM). However, the search result might not make it transparent why and where specific prompt changes lead to performance gains. This is in contrast to how humans are instructed for annotation tasks. Here, researchers carefully design annotation guidelines, leading to enhanced annotation consistency. Our paper aims at joining these two approaches and introduces iPOE, a novel interpretable prompt optimization strategy via explanations. We guide the prompt optimization process by automatically created guidelines from explanations of annotation decisions (either automatically generated or from humans). This set of guidelines is furthermore optimized by a series of operations, including removing, adding, shuffling, and merging. The resulting prompt includes guidelines that instruct the annotation, making the decision process of the LLM and the optimization transparent. It therefore supports also laypeople in prompt optimization. In our experiments on four datasets, we find that iPOE can improve over the evaluated baselines by up to 39% and LLM explanations can replace human explanations in the proposed method. Moreover, our interpretability validation study demonstrates that humans and LLMs substantially agree on which guidelines contribute to their annotations, achieving a Cohen's kappa score between annotators and LLMs of up to 0.68, 0.80, and 0.95 for the emotion classification, medical fact-checking, and hate speech detection tasks respectively.
Automatic Prompt Optimization (APO) often rewrites prompts monolithically, which can improve one behavior while degrading others. We present SAPO, a segment-level APO method that decomposes prompts into role, context, tasks, and output format, then applies targeted improvements based on top-5 and bottom-5 examples. The optimization loop uses one LLM with static meta-prompts and structured outputs for segmentation, weakness analysis, and candidate generation. We describe a train/validation protocol and a two-stage generation process: (1) segment-level diagnosis and recommendation extraction, (2) candidate synthesis constrained by weak/strong segment signals. Using the evaluation setup across SQuADv2, TweetEval, XSUM, CommonGen, and GSM8K on GPT-3.5-Turbo and GPT-4o-mini, SAPO achieves the best average score against Zero-shot and strong APO baselines including APE, OPRO, EvoPrompt, GEPA, and StraGO.
Nikita Kulin, Viktor Zhuravlev, Artur Khairullin +4
Large Language Models are highly sensitive to prompt formulation, necessitating automatic prompt optimization to unlock their full potential. While evolutionary algorithms have emerged as the dominant paradigm, they suffer from a critical bottleneck: data efficiency. Current methods treat the development dataset as a static benchmark, wasting significant compute budget on uninformative data. In this work, we introduce APEX (Automatic Prompt Engineering eXpert), a novel framework that optimizes the data usage alongside the prompt search. APEX dynamically stratifies the dataset into Easy, Hard, and Mixed tiers based on the optimization lineage. By prioritizing the Mixed tier, which identifies the data where the LLM has mixed performance, we identify two high-leverage subsets: the addressable frontier for generating informative mutations and the rank-sensitive frontier for distinguishing candidate quality. We evaluate APEX across three diverse benchmarks: IFBench, SimpleQA Verified, and FACTS Grounding. Under a fixed budget of 5,000 evaluation calls, due to its data efficiency, APEX outperforms the initial prompt by an average of 11.2% on Gemini 2.5 Flash and 6.8% on Gemma 3 27B, demonstrating that a data-centric approach is key to efficient and effective prompt optimization.