[摘要]:a-Diazo-b-ketoesters bearing allylic ether functionality undergo highly stereoselective Ru-carbene-catalyzed alkene cross-metathesis followed by Rh2(OAc)4-catalyzed oxonium ylide formation/[2,3] sigmatropic rearrangement in a one-flask operation and in a highly diastereoselective manner. The methodol. has been demonstrated in a concise synthesis of the anti-HIV agent hyperolactone C (I).