This report chronicles our full investigation into the use of pyridine ring synthesis as a tool for convergence to access limonoid alkaloids. Convergent synthesis is often lauded for the concise longest linear sequences inherent to these strategies, and the ability to generate analogs through iterative fragment coupling reactions. An additional benefit highlighted through our study is that convergent approaches allow for flexible modification of strategy when key steps fail, as individual fragments can be diversified more easily than the complex intermediates that arise through linear strategies.