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Stereocontrolled access to such motifs embedded in steroid\u2010like frameworks represents a particularly formidable challenge. Herein, we disclose a highly efficient Pd\u2010catalyzed enantioselective bisallylation\/ring\u2010closing metathesis (RCM) cascade, enabling modular asymmetric assembly of enantioenriched polycyclic architectures from simple coumarin\u2010derived precursors. With the newly developed chiral biaryl monophosphine ligand\u2013Pd\n                    <jats:sub>2<\/jats:sub>\n                    (dba)\n                    <jats:sub>3<\/jats:sub>\n                    system, the reaction proceeds with exceptional enantiocontrol and diastereoselectivity. Synthetic versatility is demonstrated by divergent transformations into diverse high\u2010value chiral building blocks. Computational studies reveal that the formation of the bis\u2010\u03c0\u2010allylpalladium intermediate is the rate\u2010determining step of this sequential process. Notably, this simple yet powerful catalytic system is also applicable to cyclic N\u2010sulfonyl imines, offering a general and robust platform for the facile synthesis of enantioenriched homoallylic amines and structurally intricate N\u2010polycyclic skeletons.\n                  <\/jats:p>","DOI":"10.1002\/anie.8267819","type":"journal-article","created":{"date-parts":[[2026,9,30]],"date-time":"2026-09-30T03:41:46Z","timestamp":1790739706000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Streamlined Access to Steroid\u2010Like Frameworks With Vicinal Tertiary and Quaternary Centers via Pd\u2010Catalyzed Asymmetric Bisallylation"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0009-0009-1863-8508","authenticated-orcid":false,"given":"Guoxiang","family":"Zhang","sequence":"first","affiliation":[{"name":"Department of Hepatobiliary Surgery and Liver Transplantation The Second Affiliated Hospital of 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