This work reports the development of a novel synthetic approach for the highly strained atrop‐Tyr C‐6‐to‐Trp N‐1' linkage, which can be executed on a decagram scale using a modular strategy involving Pd‐catalyzed C‐H arylation followed by Larock macrocyclization. Moreover, the first total synthesis of lapparbin (1) was achieved by applying this synthetic strategy. Furthermore, the modular synthesis utilizing C‐H arylation and Larock macrocyclization, discovered in the total synthesis of lapparbin (1), was demonstrated to be applicable to various arbitrary biaryl linkages, including non‐natural types.