Pyrrovobasine ( ) is an indole alkaloid with a pseudo-dimer structure isolated from Voacanga africana stem bark extracts, mainly in tropical Africa, by Beniddir and co-workers in 2022 (Figure ). It is structurally characterized by a pyrraline structure on the complex linkage of tryptophan and tryptamine, which is unusual for a natural product. The total synthesis of pyrrovobasine (1) has not yet been reported. In this work, we report the first total synthesis of pyrrovobasine (1). This method features an inexpensive and efficient strategy towards pyrrovobasine (1) on a gram scale in a short process. It can be widely applied to synthesizing other related natural products and analogs.