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 C76Cl34, 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.