The European Health Data Space (EHDS) promises to unlock large-scale secondary use of health data for AI-driven medical innovation. But can its authorisation pathway function in practice? This interactive workshop tests that question through a concrete use case: an AI provider developing a cardiovascular disease detection tool and requesting access to health data for model training. Participants are divided into three stakeholder groups, 1) AI System Provider, 2) Health Data Access Body, and 3) Health Data Holder, and simulate the secondary-use chain from request drafting to data preparation. Through structured group work and moderated procedural exchange, the session exposes practical frictions in necessity assessments, proportionality, documentation standards, and dataset preparation, as well as regulatory overlap with the GDPR and the AI Act. Rather than debating the EHDS in the abstract, the workshop stress-tests whether Europe’s regulatory ambition can translate into workable infrastructure for AI training.