Abstract: A strong dynamic pressure influence zone, in front of the Longwall Mining Face (LMF), caused by the instability of the Abandoned Roadway (AR) surrounding rock, has a serious constraint to the safe and efficient mining of the LMF. A comprehensive approach combining field investigation, theoretical analysis, and engineering practice was adopted to examine the progressive instability characteristics of the AR at the 2216 coal pillar recovery face of Shengping Coal Mine. A Voussoir Beam Structure (VBS) model of the AR roof, considering the dynamic compression bearing of the gangue and immediate roof, was established to deduce the critical criterion of the dynamic stability of the VBS, and the formation mechanism and influencing factors are revealed. Based on the deformation pressure transfer characteristics of immediate roof, the theoretical analytical equation for the load borne by Pumpable Supports (PPS) were derived, and the loading response mechanism and the evolution characteristics of the coupling bearing coefficient were analyzed. A control technology of “hydraulic fracture for roof structure control + asymmetric reinforcement of PPS with high-water material” was proposed and successfully applied at the research site. It results show that during the advance of the LMF toward the AR, the immediate roof compression δ required to maintain the VBS moment balance first decreases and then increases. Reducing the block B length l and damage variable of the immediate roof D, increasing the equivalent thickness of the immediate roof h_z and initial elastic modulus E_r, can promote the critical position of rotary instability of VBS to transfer to the vicinity of hinge point O₁ and reduce the risk of roof structure instability during the LMF linking up the AR. Reducing the l and the PPS spacing s and width of the AR b,will improve the parasitic load-bearing coefficient of the PPS system ζ. During the LMF passing through the AR, the maximum hydraulic support working resistance is 31.27 MPa on average, the opening frequency of the safety valve is between 4.67% and 25.07%, and no hydraulic support crushed accidents occurred. When the LMF is connected to the AR, the maximum roof-to-floor convergence of the AR is 341 mm (NO.9 AR), the maximum stress of the PPS is 8.15 MPa (NO.8 AR), 10.31 MPa (NO.9 AR), and the parasitic load-bearing coefficient ζ is maximally increased to 0.998 (NO.8 AR), 0.993 (NO.9 AR), ensuring the safe and efficient mining of the coal pillar recovery face.