Explanation:
Box 1: No
File1 has two IP addresses in it.
Both Tip2 and Tip3 rules matches. Tip2 has higher priority.
Note: For the hosted service workloads, like Exchange Online, SharePoint Online and OneDrive for Business, each rule is assigned a priority in the order in which it's created. That means, the rule created first has first priority, the rule created second has second priority, and so on.
When content is evaluated against rules, the rules are processed in priority order. If content matches multiple rules, the first rule evaluated that has the most restrictive action is enforced.
Box 2: Yes
File2 has six IP addresses in it.
Only Rule3 matches.
Box 3: Yes
File3 has four IP addresses in it.
Both Rule2 and Rule3 matches.
Rule2 has higher priority.
Reference:
https://learn.microsoft.com/en-us/microsoft-365/compliance/dlp-policy-reference