Combretastatin A-4 analogs have been proven to provide anti-inflammatory, antimitotic, anti-invasive, antibacterial and anticancer properties. Specifically, chalcone analogs- the least studied- have demonstrated positive bioactivity in the apoptosis of certain types of cancers. Derivatives of these analogs may lead to the production of pyrroles, particularly, Lamellarins. Chalcone derivatives with structural features parallel to those of the isolated natural product of the South African bush willow, Combretastatin A-4, maintain the function of binding to the β-tubulin, which interrupts vascular function in mitotic replication- including those of MDR cancer cells. This natural compound, however, is not soluble within the bloodstream. This research examines the synthesis of pyrrole analogs derived from tubulin binding chalcones. Specific substitutions of these chalcones, which were synthesized via the Claisen-Schmidt methodology, were established in order to prospectively increase the activity of this molecule within the bloodstream. The final product maintains the trimethoxy feature of CA-4 in order to bind to the colchicine binding site of the β-tubulin.