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Allocyclinone A, the most active congener, contains an intriguing aromatic trichloromethyl substituent that has never been observed in other natural products before. In this study, we report a modular total synthesis of allocyclinones A and B featuring the convergent assembly of three key building blocks through Hauser annulation and cross\u2010couplings. The synthesis of allocyclinone A was made possible by the application of a late\u2010stage trifluoromethyl\u2010to\u2010trichloromethyl swap, providing a potentially generalizable strategy for aromatic trichloromethyl installation in complex settings. The antibiotic activity of the scaffold was also verified, and attempts to elucidate its mode of action were performed.<\/jats:p>","DOI":"10.1002\/anie.6162176","type":"journal-article","created":{"date-parts":[[2026,5,14]],"date-time":"2026-05-14T09:12:07Z","timestamp":1778749927000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Total Synthesis of Allocyclinone A via Late\u2010Stage Halogen Swapping"],"prefix":"10.1002","volume":"65","author":[{"ORCID":"https:\/\/orcid.org\/0009-0003-0234-2653","authenticated-orcid":false,"given":"Tsung\u2010Han","family":"Chao","sequence":"first","affiliation":[{"name":"Department of Chemistry Rice University BioScience Research Collaborative  Houston USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Elizabeth B.","family":"Barrois","sequence":"additional","affiliation":[{"name":"Department of Biochemistry and Molecular Pharmacology Baylor College of Medicine 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