This dissertation is devoted to our synthetic studies towards the total synthesis of the natural product Nakadomarin A, and Manzamine A using the Pauson-Khand reaction as the key step. Chapter 1 reviews past work using Pauson-Khand technology. Chapter 2 reviews the N-alkyl piperidine family of natural products. Chapter 3 reviews published total syntheses of Manzamine A and Nakadomarin A. Chapter 4 explores our work using the Pauson-Khand reaction to form the ABC rings of Nakadomarin A and subsequent B ring expansion to form the ABC ring core of Manzamine A. Chapter 5 explores our approaches to the furan portion, as well as, our approaches to the macrocyclic F ring. Finally Chapter 6 contains the description of the experiments performed along with relevant analytical data. / text