Total Synthesis of 1‐O‐Methyllateriflorone

The unique spiroxalactone framework of lateriflorone (1) consists of a prenylated dihydrobenzoquinone moiety and a trioxatetracyclotetradecane system. A tandem Claisen rearrangement/Diels–Alder cascade was the key step in the synthesis of the complex tetradecane system, which was then used to prepare 1-O-methyllateriflorone (2).