A concise and efficient total synthesis of Secobatzelline B is reported. The synthesis involves eight steps starting from known 4,6,7-trimethoxyindole. Synthetic tactics involve a one-step reduction of an indole-3-glyoxalic ester using LiAlH4, resulting in complete reduction of the ester group and a partial reduction of the vinylogous amide carbonyl group. Synthesis also involves the use of a mixture of NaCl and oxone as a new reagent for regioselective chlorination of an indoloquinone derivative. Copyright © Taylor & Francis Group, LLC.