Carpanone is a naturally occurring lignan-type natural product most widely known for the remarkably complex way nature prepares it, and the similarly remarkable success that an early chemistry group, that of Orville L. Chapman, had at mimicking nature's pathway. Carpanone is an organic compound first isolated from the carpano trees (Cinnamomum sp.) of Bougainville Island by Brophy and coworkers, trees from which the natural product derives its name. The hexacyclic lignan is one of a class of related diastereomers isolated from carpano bark as mixtures of equal proportion of the "handedness" of its components (i.e., racemic mixtures), and is notable in its stereochemical complexity, because it contains five contiguous stereogenic centers. The route by which this complex structure is achieve