Provided are a method of preparing a high softening point pitch and the high softening point pitch prepared thereby, in which a polyene radical intermediate is formed, and an alkylaromatic radial material is linearly linked to the polyene radical intermediate in a benzyl or methylene form to be polymerized. The method includes performing heat treatment by adding a compound, which is able to a polyene radical intermediate, to 1- to 4-ring alkylaromatic condensates to produce a basic pitch, and performing vacuum heat treatment for the basic pitch.