The superposition effect of the advanced support pressure of the working face in the final mining stage and the lateral support stress of the roadway is a key factor affecting the stability of the retracement channel. To study the stress evolution of the retracement channel under the super-thick nappe and the timing of strengthening support, this paper takes the mining of the 360808 working face in Xinji No. 1 Mine as the engineering background, analyzes the occurrence conditions of the working face and the measured rock pressure law, and constructs a roof structure model of the retreat area. The UDEC discrete element numerical simulation software was used to analyze the evolution characteristics of concentrated stress and the failure law of surrounding rock around the retracement channel under gradual excavation conditions. Based on the relationship between the position of the main roof fracture and the stability of the surrounding rock of the retracement channel, the instability mechanism of the surrounding rock of the retracement channel was revealed. A mechanical model of the surrounding rock of the retracement channel under the condition of a gradient coal pillar was established, and the energy criterion K for the instability of the surrounding rock was obtained. The method of adding anchor cables to strengthen the support of the surrounding rock of the retracement channel was proposed. The results indicate that the accumulation of energy in the surrounding rock of the retracement channel is greater than the internal consumption of energy, which is the direct reason for the instability of the surrounding rock of the retracement channel. The time to strengthen the support of the roof is when the working face is 15 m away from the retracement channel. According to the analysis of on-site monitoring results, the roof convergence and the two-sides convergence before and after strengthening the support were reduced by 90 mm and 140 mm, respectively. Under the strengthening of support, the slope of the retracement channel in the 360808 working face is slight, without roof fall, and the surrounding rock of the channel is effectively controlled, which is of great significance for ensuring the safe application of the retracement channel. It has reference value for the safety production of surrounding mines and is conducive to promoting the sustainable development of local resource-based society and economy.