I think Pearl left PD long before to join the Rebellion. The way Rose and Pearl are treated in the Answer doesn't make it seem like they were that huge of a deal yet. In addition, Blue Diamond would have been completely inconsolable if it had just been a few short years or decades after PD was shattered. Instead, she was calm and calculated in the Answer.
It's really hard to pin down exactly when all the Gem War stuff happened.
Personally I think it goes something like this;
Pink Diamond arrives on Earth, her first planet, and begins colonising, harvesting. She abducts Humans for her Human Zoo as she likens them to pets.
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Rose Quartz, a gem possibly designed to care for the Human Zoo, develops sympathy for Earth and Humans, begins rebellion.
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Because of Rose's rebellion, the entire cast of Rose Quartzs are bubbled.
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Pink Diamond is shattered by Rose Quartz (?). Eyeball is an eyewitness.
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Shortly after/before this Jasper comes out of the ground to fight the rebellion.
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At some point, presumably Yellow Diamond begins testing forced fusions, begins incubating the Cluster.
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Blue Diamond arrives on Earth to oversee the fight against the rebellion. Ruby/Sapphire rebel and form Garnet, join the Crystal Gems.
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Around the same time Lapis arrives on Earth.
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Bismuth attacks Lapis, cracks her Gem. Homeworld mistaken her for a Cystal Gem, use her in a mirror for info.
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Homeworld realise they're losing, give orders to retreat and the Diamonds set off the Corruption Bomb. Lapis in the Mirror is left behind. Rose saves Garnet, Amethyst and Pearl. Homeworld believe they've won, with all the gems left on Earth corrupted, and the Cluster left to incubate and emerge.