We represent here, a divergent approach for the total synthesis of (±)-Mahanine and twelve other naturally occurring carbazole alkaloids. Remarkably, we have utilized a simplified scalable Suzuki coupling for C−C bond formation and a metal-free C−N coupling sequence to synthesize the functionalized carbazole scaffold from a single intermediate. Subsequently, either functional group manipulations or late-stage pyran ring annulation furnished a library of 13 carbazole alkaloids mostly isolated from a traditional medicinal plant Murraya koenigii. The construction of carbazole moiety at the initial-stage followed by late-stage pyran annulation under mild condition overcomes the decomposition problem of pyran-ring under acidic or other harsh reaction conditions. © 2021 Wiley-VCH GmbH