The invention relates to POSS-supported C2-symmetric bis-prolinamide. The structure of POSS-supported C2-symmetric bis-prolinamide is shown in the specification. Chiral prolinamide is supported on a POSS carrier to prepare a novel POSS-supported C2-symmetric bis-prolinamide chiral catalyst, the chiral catalyst is used for catalyzing an asymmetric aldol reaction, the high yield and high stereoselectivity of the chiral catalyst in catalyzing the asymmetric aldol reaction are retained, and a high-optical-purity chiral compound is obtained; meanwhile, the chiral catalyst has excellent properties of the organic-inorganic hybrid material POSS, and recycling of the chiral catalyst is achieved, which accords with the development tendency of green chemistry. A reaction path is feasible, aftertreatment is simple, and the synthetic high-optical-purity chiral compound has great application value as intermediates or final products of medicine and pesticides.