As the smallest chiral fullerene in conformity with the Isolated Pentagon Rule (IPR), D(2)-symmetric C(76) has been chlorinated with iodine monochloride to form C(76)Cl(34), a highly chlorinated derivative. Its structure with the chiral cage enwrapped by a helical chlorine pattern has been established using single-crystal X-ray diffraction analysis. The high chlorination and its implication for constructing novel chiral fullerene-based materials are discussed.