Total synthesis of spirotryprostatin B via diastereoselective prenylation

Spirotryprostatin B was synthesized in eight steps, utilizing an efficient palladium-catalyzed prenylation reaction to construct the quaternary C3 stereocenter. The decarboxylation-alkylation of a series of substituted beta-keto esters is described, demonstrating the broad scope of this class of pronucleophiles and allylating agents.