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Asymmetric total syntheses of (+)-goniopypyrone (1) and (+)-deoxygoniopypyrone (2) from methyl cinnamate (7) via (DHQ)2-PHAL-OsO4 catalyzed asymmetric dihydroxylation and highly stereoselective 2-furylcopper addition in eight steps and eleven steps with overall yield of 20% and 13%,respectively,are described.