Total Synthesis of (−)-Teucvidin

A concise enantioselective synthesis of (−)-teucvidin has been achieved. Our synthetic strategy involved the diastereoselective Michael/Conia–ene cascade cyclization reaction for rapid establishment of the <i>cis</i>-decalin skeleton with three new stereogenic centers in one pot (72%, single diastereomer), the epoxidation/dealkoxycarbonylation protocol for construction of the fused furanone moiety, and the <i>O</i>-allylation/Claisen rearrangement protocol for construction of the all-carbon quaternary center at C9 of the clerodane skeleton