The Synthetic Web: Adversarially-Curated Mini-Internets for Diagnosing Epistemic Weaknesses of Language Agents

Language agents increasingly act as web-enabled systems that search, browse, and synthesize information from diverse sources. However, these sources can include unreliable or adversarial content, and the robustness of agents to adversarial ranking - where misleading information appears prominently in search results - remains poorly understood. Existing benchmarks evaluate functional navigation or static factuality but cannot causally isolate this vulnerability, and current mitigation strategies for retrieval-augmented generation remain largely untested under such conditions. We introduce Synthetic Web Benchmark, a procedurally generated environment comprising thousands of hyperlinked articles with ground-truth labels for credibility and factuality, process-level interaction traces, and contamination filtering to eliminate training-data leakage. By injecting a single high-plausibility misinformation article into a controllable search rank, we measure the causal effect of adversarial exposure in six frontier models. The results reveal catastrophic failures: accuracy collapses despite unlimited access to truthful sources, with minimal search escalation and severe miscalibration. These findings expose fundamental limitations in how current frontier models handle conflicting information, with immediate implications for deployment in high-stakes domains. Our benchmark enables systematic analysis of these failure modes and provides a controlled testbed for evaluating mitigation strategies under adversarial ranking - a gap in current research. This work establishes a reproducible baseline for developing search-robust and epistemically humble agents capable of resisting manipulation in high-stakes domains.