Nothing can be said in these suits unless the facts are fully studied. Facts and circumstances may differ from case to case. Why the plaintiff is in Possession and since how long, and how he lost the title, and under what circumstances must also be studied.
According to Sri Sourav Das, the defendant may win the case, as he is having the title. He is perfectly right.
What type of title and how the defendant acquired his title is also crucial.
It is also true that Courts insist on filing a declaration suit in such cases, but if the plaintiff pleads that those actions of the defendant can not bind him, and he is not a party to such transactions, etc., he need not file declaration suit. (This is also controversial)
In case of such disputes, courts generally take both Injunction and main suit together for hearing. and the reasons for dismissal of the suit of plaintiff by Junior Judge and grounds are also important to further guide.
When the suits are handled by Advocates, concerned advocates may be in a position to guide properly.