α-Halogenated geminal bis(boronates) are emerging as multifunctional building blocks for organic synthesis. Currently, their synthetic utilization is still restricted due to a lack of efficient preparation methods. Herein, we report a direct, modular synthesis of gem-iododiborylalkanes using alkyl halides and a lithiated chlorodiborylmethane reagent. Compared with previously reported methods, this protocol features modular assembly, high efficiency, and good tolerance to various functional groups.