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Data collaboration via Data Clean Room offers value but raises privacy concerns, which can be addressed through synthetic data and multi-table synthesizers. Common multi-table synthesizers fail to perform when subjects occur repeatedly in both tables. This is an urgent yet unresolved problem, since having both tables with repeating subjects is common. To improve performance in this scenario, we present the DEREC 3-step pre-processing pipeline to generalize adaptability of multi-table synthesizers. We also introduce the SIMPRO 3-aspect evaluation metrics, which leverage conditional distribution and large-scale simultaneous hypothesis testing to provide comprehensive feedback on synthetic data fidelity at both column and table levels. Results show that using DEREC improves fidelity, and multi-table synthesizers outperform single-table counterparts in collaboration settings. Together, the DEREC-SIMPRO pipeline offers a robust solution for generalizing data collaboration, promoting a more efficient, data-driven society.