A　series　of　chiral　phenylpyridines　possessing　a　fused　chiral　bridge　were　synthesized　diastereoselectively　via　cascade　cyclizations,　where　N-acyliminium　ions　including　an　enantiopure　-amino　acid　residue　were　involved.　The　absolute　configuration　of　the　synthesized　phenylpyridines　was　identified　unambiguously　by　using　nuclear　Overhauser　effect　difference　and　circular　dichroism　(CD)　measurements　on　the　basis　of　literature　methods.　[Supplementary　materials　are　available　for　this　article.　Go　to　the　publisher＇s　online　edition　of　Synthetic　Communications((R))　for　the　following　free　supplemental　resources:　Full　experimental　and　spectral　details.]