A total synthesis of 11-O-methyldebenzoyltashironin

A concise total synthesis of 11-O-methyldebenzoyltashironin is reported in which oxidative dearomatization-IMDA-RCM triad constitutes the key ring forming steps, while an unorthodox DIBAL-H mediated stereo- and regioselective reductive epoxide openings and implementation of the vinyl bromide–carbonyl equivalency concept were pivotal to the success of this endeavor.