It is generally acknowledged that the stability evaluation of surrounding rock denotes nonlinear complex system engineering. In order to accurately and quantitatively assess the safety states of surrounding rock and provide a scientific basis for the prevention and control of surrounding rock stability, the analysis method of the synergetic theory of information entropy using the failure approach index has been proposed. By means of deriving the general relationship between the total two-dimensional plastic shear strain and the total three-dimensional plastic shear strain and obtaining the numerical limit analysis step of the plastic shear strain, the threshold value of the ultimate plastic shear strain can be determined, which has provided the key criterion for the calculation of the information entropy based on the failure approach index. In addition, combining with the synergetic theory of the principle of maximum information entropy, the evolution equation of the excavation step and information entropy based on the failure approach index of the surrounding rock system in underground mining space are established, and the equations of the general solution and particular solution as well as the expression of the destabilizing excavation step are given. To account for this, the method is applied to analyze the failure states of the floor surrounding rock after the mining of the 71 coal seam in Xutuan Coal Mine and involve the disturbance effect and stability control method of the underlying 72 coal seam roof from the macroscopic and microscopic aspects. Consequently, the validity of the analysis method of synergetic theory of information entropy based on the failure approach index has been verified, which presents an updated approach for the stability evaluation of surrounding rock systems that is of satisfactory capability and value in engineering applications.