This lecture covers the total synthesis of (+)-Minfiensine using MacMillan's approach, including the retro analysis, access to tetracycle, end game strategy, and the construction of the tetracyclic pyrroloindoline unit. It also explores the reactivity of indole, the attempted biomimetic synthesis of Phalarine, and the retro synthesis of Phalarine. The lecture delves into the mechanisms involved in the formation of tetrahydrocarbazole and the challenges faced in the synthesis of spiroindolenine. It concludes with the validation of the Wagner-Meerwein rearrangement hypothesis and the attempted enantioselective synthesis of Phalarine.