This personal Account presents the developments of two synthetic strategies (Phenol Oxidative Dearomatization, POD; and Furan Oxidative dearomatization, FOD) for total synthesis of natural products. The POD program was originally derived from our first total synthesis of tenuipyrone, while our productive FOD program arisen from the total synthesis of the uprolide family. Instead of review summary of our total synthesis, this Account is focused on how these total synthesis projects are conceived and connected from the perspective of laboratory development. It is evident that total synthesis is not an isolated event, but a connecting and inspirational point that sparks new ideas and new projects.