With the key transformation realized, our synthetic route then began from α-methyl-(R)-carvone (13, Figure ). Aldol reaction with (Z)-iodoacrolein 27 at -100 °C followed by quenching with TBSOTf and Et3N provided protected allylic alcohol 16 in a single operation. The key oxidative decalin construction could also be accomplished in one pot. Sequential treatment of vinyl iodide 16 with Pd2dba3, KOAc, and B2pin2 and oxidation with trimethylamine N-oxide without intermediate workup delivered oxidized decalin 17 with an equatorially disposed hydroxymethylene group in 74% yield. Importantly, this reaction proceeded with excellent stereoselectivity and good yield even on decagram scale.