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To analyze this, we propose a Mean-Field Entropy Dynamics framework, modeling the orchestration process as a system governed by the competing forces of task resolution and cumulative context loading. To facilitate validation, we introduce Inverse Workflow Generation (IWG), a multi-agent pipeline that synthesizes process-verifiable, high-complexity benchmarks with dense intermediate checkpoints. We demonstrate that our entropy dynamics model fits empirical trajectories, providing physically interpretable parameters that quantify system stability and performance collapse. Crucially, our analysis uncovers a ``Reasoning Trap\": while reasoning-heavy models excel in isolated tasks, they frequently fail as orchestrators due to context squeezing. 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