Objective Employ the economically, concisely, and efficiently executed Pinnick oxidation reaction for the synthesis of the indole alkaloid TMC-205, which exhibited the anticancer activity. Methods Starting with 6-bromoindole-3-formaldehyde as the initial material, substrate 2 was prepared through a Heck-dehydration reaction. Subsequently, under the optimized conditions of the Pinnick oxidation reaction, the indole alkaloid TMC-205 was synthesized. Results The optimal conditions for the Pinnick oxidation reaction have been successfully identified, resulting in the synthesis of TMC-205 with a yield of 78%. Conclusion This paper proposes an optimal strategy for the Pinnick oxidation synthesis of TMC-205, providing robust support for the in-depth investigation and synthesis of TMC-205 and its analogs.