In this paper, a rolling planning model for high proportion renewable energy generation power systems is proposed, considering frequency security constraints, to address the frequency stability challenges posed by increased integration of wind and solar energy into the power grid under the “double carbon” goal. First, this study establishes a frequency response model for a thermal generation unit (TGU) and analyzes the impact of the high proportion of renewable energy on system frequency stability. Subsequently, a dynamic frequency security constraint is formulated, which can be used in generation planning to address the frequency issues. Second, a bi-level rolling planning model for high proportion renewable energy generation power systems considering dynamic frequency security constraints is established. The upper level focuses on investment decisions. The lower level incorporates frequency security constraints into the operational simulation to guarantee the frequency stability of the power system when making decisions on the size of newly built TGUs annually. Finally, case studies are conducted to demonstrate the validity and effectiveness of the proposed rolling planning model.