AbstractA new telechelic polyisobutylene diol, HOCH2PIBCH2OH, carrying two terminal primary hydroxyl end groups has been prepared from α,ω‐di(isobutenyl)polyisobutylene, CH2C(CH3)‐ CH2PIBCH2C(CH3)CH2, by regioselective hydroboration followed by alkaline hydrogen peroxide oxidation. Infrared (IR) spectra, 1H‐NMR analysis of the pure and silylated products, and ultraviolet (UV) spectra of phenylisocyanate‐treated diols indicate quantitative yields and two CH2OH termini per polyisobutylene chain. The viscosity of HOCH2PIBCH2OH is higher than that of the starting α,ω‐diolefin. The telechelic diol prepolymer opens new avenues to the synthesis of many new materials, e.g., polyurethanes.