Chiral micelles have been drawing ever-increasing attention because of their potentials in mimicking the unique stereochemical effects of enzymes. This article reports on the first success in preparing chiral micelles through self-assembly of helical polyacetylene bearing cholic acid pendants. The micelles were further used as chiral nanoreactor, in which achiral acetylenic monomer **oothly underwent helix-sense-selective polymerization (HSSP). The HSSPs directly established optically active core/shell nanoparticles whose shell and core both were constructed by helical polymers. The shells (or micelles) provided a protective effect for the preferably induced one-handed helical polymer chains in the cores. The present work provides insights into the self-assembly of chiral helical polymers, and also provides a powerful strategy for constructing novel chiral polymer nanoarchitectures.