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The asymmetric total syntheses of (-)-kuwanon I, (+)-kuwanon J, (-)-brosimone A and (-)-brosimone B were accomplished.Our strategy is based on a highly concise and biomimetic approach involving a visible light mediated regio-selective Schenck-ene reaction, as well as an asymmetric Diels-Alder cycloaddition catalyzed by chiral boron complex as key steps.