Lycopodium alkaloids have drawn interest from both the biological community, owing to their cytotoxicity and potential to alleviate memory disorders, and the synthetic community, due to their structurally challenging ring systems. Our progress towards the target Lycopodium alkaloid, (+)-serratezomine A, is discussed. Serratezomine A contains six contiguous stereocenters, one of which is an all-carbon quaternary center, embedded within four connected rings. Our synthetic route is highlighted by several key bond formations including a free-radical mediated aminostannation and cerium-mediated oxidative allylation of a vinylogous amide, the latter of which sets the quaternary spirocenter. One of our advanced intermediates, accessed in fourteen steps, contains all of the carbons required for the natural product and five of the six stereocenters are set. Moreover, our late stage intermediates provide the flexibility to synthesize other members of the Lycopodium alkaloids, including serratinine, a biogenetic precursor to serratezomine A. We have also initiated an extension to the cerium-mediated allylation using oxyallyl silanes that can serve as aldehyde homoenolate synthons. The methodology would allow us to uniquely access the piperidine ring in serratezomine A, which would otherwise take several steps to accomplish.